Deals on vacations and trips to Glenwood

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Glenwood flight + hotel vacation packages

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Staybridge Suites, Lincolnshire by IHG

Staybridge Suites, Lincolnshire by IHG

3 out of 5
Half Day
Save 100% on your flight
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the free buffet breakfast each morning.
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Enjoy the free buffet breakfast each morning.
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
Save 100% on your flight
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Top Glenwood hotels deals

Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $62 total per night
$62 total
Sep 15 - Sep 16
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $146 total per night
$146 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd., East Chicago, IN
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $123 total per night
$123 total
Sep 16 - Sep 17
Total includes taxes and fees
This Art Deco hotel features a casino, a marina, and 5 restaurants. You'll appreciate the 24-hour gym, bar/lounge, and wedding services.
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $88 total per night
$88 total
Sep 1 - Sep 2
Total includes taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Laundry facilities are provided for your convenience.
Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
6540 S Cicero Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $176 total per night
$176 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $124 total per night
$124 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Glenwood?
Travelocity has great package deals to Glenwood, as well as flights and hotels, from an impressive $375. With the money you save, you could throw in some cool tours or possibly even tack on some extra nights to your vacation.
Where can I get the best vacation package deals for Glenwood?
Find your dream escape at Travelocity. With access to 400 air carriers and at least 1,000,000 properties across the globe, selecting the ultimate Glenwood package deal couldn't be simpler.
Why should I book my Glenwood vacation bundle with Travelocity?
You'll not only enjoy huge savings, but you'll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Wander across the globe, discover lesser-known sights and make unforgettable memories — we'll take care of the little details.
Can I save money on my Glenwood car rental if I bundle it with a hotel or flight?
Most definitely — and booking one of our Glenwood vacation packages is the simplest way to do this. Bundle any combination of a hotel, flight, car and tour and score awesome discounts. The more you bundle, the more you'll save. There are so many big-name sights around Glenwood to put on your bucket list, including Six Flags Great America (60 mi from Glenwood). Nothing beats exploring places like this with the freedom of your own wheels.

Photos of local treasures

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